I Did It For The Money

Ah, the things we do for money. They say that "money is the root of all evil." Maybe that's so. What kinds dastardly deeds have you engaged in for a buck or two? Confess your dollar driven sins with us here and now.

— I Did It For The Money
—

Straight Female / 21

I have a 52 year old female landlord. She is married to a fat, bald little short guy and evidently he can't get it up any longer. I am a student and have been living at this place for almost 2 years. It is a very high end place and would cost way more money than I could ever pay. The toll is with the woman landlord. She is about 5ft. 4in, 150 lbs. or so. In pretty decent shape actually, and has massive boobs. I am 5ft. 4in, weigh 116lbs, have natural blonde hair, I don't shave usually because most guys like seeing a natural blonde down below. I only have a large A cup or a very small B cup (when I'm trying to think better of myself). I don't have to have sex with her, I have had sex with other girls in my past but am really hetero, not lesbian. The things I have to do are:

1. If I have sex with a guy here at my place (not that often) I call her after the guy leaves and she comes up and looks at me naked, watching any of his sperm come out of me. Sometimes she feels me with her hand, or reaches in with her finger to get it started. Once when 2 guys were over, I had quite a mess inside and outside, one of them kept cumming on my pubic hair. She loved the mess, I thought she might have cum from playing with it while I was standing there in my living room.

2. Once an evening she comes in and I go to the toilet naked, I pee and if I can, poop while she watches me. I have seen her rubbing herself through her pants, or under a skirt. Sometimes she comes in a robe and is naked under it, rubbing while she watches. She has had me watch her while she pees and poops in my toilet.

3. When I get my period she likes (but not mandatory) seeing me change my tampons and/or pads.

There is nothing else but that, one of my girlfriends knows and thinks it's creepy, but I let it happen from the start. I knew I couldn't afford the place, much less with these very elegant furnishings, but she said there was a way to pay without using money. I thought she was wanting me to have sex with her or worse, her husband, but no. I don't have to fuck her husband, I don't have to lick her (I would if that is what it took to stay here). My parents have no clue, my father and mother love the landlord, think she is extra special for keeping an eye on me. Little do they know just how she keeps an eye on their "little girl".

I have to be honest my first gay sex was for money, well it wasn't really sex, at least not for me. There was this older boy who'd bribe me behind the candy store in the large fenced in area, our private hideout. He'd pay me to strip to my underpants and let him check me out. My smooth Lean clean and fresh eight year old boys body with a pert well shaped butt in fresh tighty-whitie underpants was all his thirteen years could handle. He'd wack- off while checking out my ass in underpants.
This continued with slight variations over the next two years. He wanted to fuck me and I kept saying"NO!" He'd offer me all sorts of bribes and at ten he'd only succeeded in sliding down my underpants on a few occasions. I don't know my reasoning at the time but it seemed surreal when I said in my boy's soprano voice " okay, I guess so, I'll let ya?"
It was dreamlike, on my stomach, legs wide, pert cheeks round and firmly tight in white cotton underpants. So virginal, lol, and wanting it too. He mounted me with youthful exuberance in reserve as he slowly and might I add painlessly penetrated my curious innocence.
I had no concept of why but it felt amazingly good, especially his cumloads (2) which he had to explain what it was, LoL.
I got paid too!? The price went up, I'm way too cute and too many guys want to fuck me, at least that's what my friend and close eleven year old confident convinced me. It seemed like every where we went other boys and men were always checking me out. Until I'd been fucked I never paid it much attention. My little buddy noticed and when I told him of Willie's indescretional cash fuck of my perfect little ass my friend Paulie saw dollar signs.
This continued profitably for over a year once or twice a week. We were well into our twelfth year when a man found my wide eyes, curled locks, smooth skin effeminately gorgeous. With my sweet face blushing as he fondled my firm fresh cheeks. He had an insatiable craving for teen boys ass and here was me the perfect tween twink, younger than anything he'd experienced in his grasp. He'd learned from a few of his twink teens of this exceptionally cute precociously sexy boy who's been with other boys and he wanted me.
I really wasn't interested, he really wasn't cute like most of the boys I'd been with, not in any way. He was persistent and offered me a lot of money to bed with him. I said okay
It was a Saturday and we had all day. I'd gotten into girl's panties,the boys like it and I had a really cute pair of my sister's on. He liked them but really wanted them off so he could see me naked. I totally smooth with still a little boys penis blushed as he slid the panties off me. He made love to me orally for a long time, not missing any part of my body. I suckd him, he was big and had a really nice looking cock tapered thin to thick. It was a totally wide-eyed exploration for me, his cock and balls??? He kissed me pationatly, using his tongue as he inserted a suppository in my way too tight ass. He pushed it in to a first knuckle depth and I still gripped too tight. As it melted he unwrapped another, inserted and pushed it inside a full depth of his finger. I felt a warm and tingling sensation as he slowly finger fucked me, one, two and even three fingers. He said that I was ready and asked me to climb on up, it was weird I couldn't wait to get him inside of me. I loved it, I felt slightly high and euphoric, it was the suppository I'm sure but to date it was my greatest fucking I'd received. He fucked me twice that day and few times later till I moved. I quit fucking for money at thirteen due to my first real crush on another boy.

In no way do I consider myself gay but I hitch hiked my way across the country when I was 22. Wanted to just experience some new things plus I had little money so that's how I did it

Well I found truck drives are very horny! In returns for rides I'd give them anal sex. About half way through the ride or before I got out I'd get naked, lay down on their bed and let them fuck my ass. It wasn't painful and I did t really enjoy it but there'd always give me a little cash for food and water after they were done. A few drivers were kind enough to wash my cloths for me as we stayed at a truck stop for the night. In return I'd let them use my ass because I was naked anyways. I did make all of them wear a condom though. I was surprised to see how many straight looking truck drivers actually were into fucking a guy. I hitch hiked for a month, that was a lot of cocks but I got where I wanted to go.

When I was a sophomore in high school I joined a group of girls who provided sex to men. My first 'client' was a man in his sixties, he had a very hard time getting an erection and I stood around naked waiting for him. When he got an erection he was very aggressive and although I had sex I had never been outright 'fucked'. He paid extra and I had to sit on the bed naked indian style so he could look at my pussy. He told me he wanted to wanted to eat pussy and told me to get on his face.

He asked for me every week. Most of the time he had taken his pill earlier and got an erection and he got on with his business and I took my fucking and gave him pussy to eat. If his pill didn't work then when he got an erection he fucked me outright, no heating me up. I learned to finger myself while he got an erection so I would be wet when he was ready to fuck.

He always paid me well, and even after I gave my share to the woman I worked for, enough that if all I had was sex with him, I didn't need to work with other men. I got to the point when I never went with another man. I was a one client girl, but made more money than most of the other girls.

When I was a senior the man died of a heart attack. I remember thinking, thank God he wasn't fucking me when he died. I didn't feel much.

I stopped being part of the group and straightened up.

I am not proud of what I did in high school. In a way I am glad I had one client and didn't have to get with just anyone. I know that it will never be just a memory. I can't really just forget.

This follows on from my first post #37155 which some of you have asked for.

So I have agreed to go for a trial/interview to be a sex worker with students in the city where I am studying so I can make some money to fund me through my studies. The young woman I met gave me a phone with an anonymous SIM and we sorted out some other stuff and she told me I would get a call from a guy to arrange to meet up.

The call came later that day and we agreed to meet late the next afternoon. I received my instructions by text of where to go and was actually shaking when I rang the bell to the apartment where I was to meet the guy. He was nice, about 25 so a little older than me, very cool and obviously spent a lot of time at the gym.

He straight way identified I had never done anything like this before, and was nervous and more than a bit shy. I told him that was just nerves which just wasn't true. The first 45 minutes or so was training so like what services we offer and specially what we don't do. He told me the prices and I was a bit surprised how low they were (60 UK pounds for sex) and he said I could earn a lot more outside the Uni's but it would be a much nastier business, students just don't have much money and it's better to have them coming back. Oh we talked about what was best to wear too, he said what I chosen today was too fiddly to take off and put back on.

After a moments silence he looked at me and just said "Ready" I said "yeah, I guess" we were going to do a full on role play. Everyone loves a role play - right !

I went out to the hallway, not out his front door - then he came to meet me and we went into his bedroom and I asked him what he was looking for and he asked me how much for a bj and how much for sex. He said he wanted a bj with no condom, I thoght that wasn't okay but then got confused if it was the same price as sex, but in the end told him No. He agreed sex for 60 and we agreed on the money though he didn't actually pay me. I stripped to my undies and told him to get naked and lay face down on the bed. It felt weird getting naked like that, business like.

I gave him a body rub, then took off my bra and sat over him and massaged him with my titties on his back and neck. I reached under him to feel his cock for the first time and it felt hard and big. I took too long but was nervous to tell him to roll over but in the end did tell him to. He rolled over under me as I straddled his tummy, I lent forward and kissed his cheek and gave him a naughty wink and giggle as I slid down his body deliberately letting his cock rub my pussy lips. I put the condom on him and asked if he wanted me to go on top or him.

He told me he wanted to go on top so I layed on my back on the bed and he climbed on top, I was actually pretty relaxed about this now as I rubbed him against my pussy and found my entrance. He kind of shuffled position and I layed back and relaxed as he guided his cock inside me. He moved in and out slowly pushing in really deep and asked if I was okay. I repled I was fine then realised of course that I am supposed to check that he is fine, he is the client.

Just when I thought he was going to cum inside me he dropped something on my tittie, it was the condom, he must have pulled it off as he went in. I felt so stupid, and angry with myself and we stopped and sat naked on the bed. He said I did a lot of stuff good and I was a great fuck. lol

He asked me if I thought I was ready to go with a proper client and I admitted that No I obviously wasn't. He calmed me down and said I'd learned a lot, but to come back again in a couple of days and he'd give me the okay to start work.

When I came back two days later I was totally focussed and determined, I knew my prices was absolutely clear what I would and wouldn't do. He told me to go to the other bedroom where his flat mate was waiting, I didn't even care it was some other guy I've never met. I went in there and nailed it.

At the end of this week I go back to University in a city a long way from here were I will again pick up my double life as a student and part time whore. When I was just starting my first year of undergrad studies I got very much worried about the amount of debt I would get into while I was away. My mum is a single parent and although we have got by okay over the years money is tight and I hate the idea of debt and being more of a financial burden to her.

When I started I was getting sick with worry and didn't go out much and didn't even like to buy food, which I know was silly. I told a few new friends how I was feeling and mostly they just said "Ahh don't worry, it'll be fine. Just have a good time and forget about it" I told one girl that I really got to know and she told me she raised money having sex with guys at the Uni. I should have been shocked, but I wasn't. She was really pretty and was very "nice" not at all the slutty type. To start with I said No, and she never pushed it again but sometimes when we are alone I would ask her more about how it was.

Sometime in November last year I decided I had to do something or leave so got her to arrange a meet up with her contact who said she would def take me on if I was sure I could do it, tbh I wasn't completely sure but said I was. She told me that she only took the prettiest girls and only put us with students at the Universities in the City so I'd only be having sex with guys like I'd probably be fucking anyway and she arranged for me to go for a trial interview.

I make enough money to live comfortably there and put some aside too, there is obviously more to the story, so let me know if you're interested and I will confess some more details. Likes are good but comments or questions will motivate me to share more.

I am already booked for next Sunday with 5 guys from last year and there are thousands of horny new freshers starting this week too. xoxo

I was on the train home. She called up just as soon as I sent my number. Her voice was kind of husky and the fact that she was actually calling excited me. 'You want me tonight baby?' I couldn't say much because there were people on the train.

My thoughts were going to the video she sent me a week ago. Her taking this massive black guy deep in her from behind as she moaned.. that was gonna be me in her tonight.

I got home changed into my running gear and headed off in her direction. I was stopping occasionally to reply to her messages. 'Meet me in the lane, I want to suck you off'

Eventually I get to this park near kings cross (Sydney not London) where she told me to go and there is his playground tower. I tell her I'm here and where is she?

'$200 Wank in the park?'
'What? Are you a dude?'
'200 to watch you wank in the park'
'Are you here? I swear to god if you're a guy I will lose my shit'

I started running off, headphones on and not looking back.. then the thought of the money started to tempt me. Things are pretty tight right now and if he wasn't going to touch me, only watch, why not? Could be hot.

I was waiting at the top of the tower for this guy who kept messaging but never showed up.. the three young people show up and climb to the top. I though he brought friends. Turns out they were just there for the slide.. when they asked me what I was doing I played it like it was a drug deal. They all go down the slide and the last one drops this notepad.. they're cops!

Without even thinking I called them and gave her back her notepad. I text the guy and said I'm out, this isn't happeneing. I put my headphones on and start to jog.

I feel this pinch on my elbow. It's the cops. My sneaky story for why I was in a kids park totally backfired. Your getting searched mate. They pat me down and search me, obviously looking for drugs. I never do them so had nothing to hide and ended up having a good chat with them. They wanted to read the messages before they would believe me though XD

Funniest story of my life.

The guy kept messaging me offering me money to do it.

Thinking of going back to the park tonight and letting him watch me. While I was sitting up there I thought it would be exciting to be naked up there and flash my cock out the side of the tower.. so that anyone in the street would see me jerking. Why not? If he's gonna pay me I'm gonna do a good job, might be repeat business..

My dad died when I was ten and my mom kicked me out when I was 14. I didn't do anything and she didn't accuse me of doing anything. She just told me that I had to start contributing to the household finances and said I owed half the cost starting on my 15th birthday. Half was $1600 a month. McDonald's doesn't pay that much even full time and at 14 I didn't qualify for anything. Then a girl I knew told me she knew a guy that wold pay to have sex with young girls. I was hesitant at first until I learned that the guy was a cute teacher I had a minor crush on so I readily agreed. I had no idea how much to charge but my friend told me to ask for $300 for an hour. It didn't occur to me that as a 14 year old girl of above average looks I could command a bigger price. Mr. R. was really nice about it. He handed me an envelope and told me to count it to make sure he got the amount correct. I silently counted $500 and closed the envelope and put it in my purse and told him the amount was right. That was more than I would earn in a week at McDonald's.

I was scared of losing my virginity as a whore but Mr. R. was really nice about it. He didn't try to kiss me or shove his hands inside me. All he wanted to do was have me wear pigtails, call him daddy and order him to eat me. That was the first time anyone ever ate me out and it was wonderful. If this is what it's like to be a prostitute I was all for it.

Mr. R. doesn't' make a lot of money as a teacher so he could only do that once a month. That's O.K. I was almost a third of the way there for a month's contribution.

My friend set me up with another client. He was an elderly man who couldn't get it up. He wanted me to wear pigtails too but also wanted me to wear pink little girl pajamas. He took my clothes off and gave me a bath fingering me gently and all I had to do was giggle and call him grandpa. I told him the price was $300 for the hour and he tipped me an extra hundred and that brought me to $900. Two other clients were dads of kids I went to school with. One wanted to just get a little girl to give him a blow job and he too wanted pigtails. I just decided then to keep my hair in pigtails all the time. But the other dad wanted me for a weekend. When I told Mom I had a job and needed to work the entire weekend she smiled and told me Good Luck!

Jake was a middle aged man and the dad of someone I barely knew but my friend knew well. I had no idea how much to charge again since this was an entire weekend. 48 hours x $300 seemed like a lot of money so I asked for $2000. He agreed with a big smile on his face. He liked the pigtails but he wanted me to pretend to be a toddler all weekend long while he constantly touched me in the most inappropriate ways. When we were done Sunday night he handed me a very thick brown envelope and told me I was worth every cent. Even if it was all one dollar bills it was a nice tip to the $2000 he'd already paid me. When I got home I nearly shit myself. In the bag was $12,400 and a note. The note said "$300 x 48 == $14,400. You are worth every cent. Don't under sell yourself young lady."

The next weekend my friend and I moved out of our respective homes and rented a nice apartment together with her using her older sister's I.D. I thought that being an undersized flat chested 14 year old girl who looked closer to ten years old than 14 would make it hard for me to make money as a hooker. I figured I'd have to give everyone a titless discount. Turns out I was wrong.

So this is how I have been making my living for seven years now. Lucky for me I'm still under five feet tall and still flat chested and still skinny and I still look like a ten year old from the neck up. Obviously specializing in being Daddy's naughty little girl and looking the part and talking the part and acting the part is very lucrative. I make more money every month than my mother has ever made in a life time. I know I won't look like a little girl forever but as long as I do I'm going to make money with my money maker. Then, when I retire I'm going to college.

I was 14 and I sold my mouth for $ 25, the old man came in my mouth and told me, in advance that I had to swallow. This went on 4 to 6 times a week. After two months of oral sex on this guy, one of his friends joined in, and after 2 times with him, he paid me $ 400 to fuck me for my first time, the original guy watched.

All my life i've had just one boyfriend whom I broke up with 3years ago. He was the one who introduced me to my sexual side. These three years I haven't been in a relation or slept with anyone. So occasionally I tend to have a hormonal burst (if that's what I should call it) I have a fetish for public exposure and I risk it during these times- like once I got on a train wearing a short skirt and no undies(I got groped that day but enjoyed it)
So coming to this day, I was again having an intense urge to do something. I was horny all day. In the evening I decided to take a stroll. I wore a front buttoned dress and started walking. It was a cloudy day and the roads were quite empty. I walked a great distance and came to a dark alleyway where I was sure noone would find me. I was so fucking horny that time I unbuttoned my dress a bit from below and started masturbating. It felt so good I was moaning when instinctively I felt like I was being watched. I looked sideways and saw a man staring at me surprisingly. His dick was erect, I could see it. I was ashamed and I tried to run but he caught up to me. He told me he would give me money if I unbuttoned my dress completely and show my body to him. I thought to myself it wouldn't harm much and nobody knows me here so I did what he said. I could see his pants getting wet and he unzipped and came outside. He told me he would like to fuck me and give me a lot of money. He opened his purse and stuffed a lot of it in my hands. Everything was okay but the idea of fucking a stranger was weird. I told him I'm not sure about fucking him.. He said "we'll see". He held my hand and dragged me out of the alleyway into the open. It had already started to rain. I still can't believe he dragged me across the road naked to his car which he parked beside a small park. The park was closed but we climbed the small railing and got inside. We went under a tree and started making out hard. He licked my entire body sucking at my nipples and biting them. I screamed a lot at what he kept on doing. He fingered me and spanked me and sucked my clitoris and what not. It was as if he hadn't had sex for days the way he was hungrily eating me away. He pushed my down and squeezed and sucked the fuck out of my breasts. He said he has a condom (chocolate!), he wore it forced his cock into my mouth. Well I never say no to chocolate so I licked it with all my pleasure. I was so wet I could fill a lake lol. He pushed his penis into me and damn. He didn't do much there, just a couple of thrusts and he came. He took off the condom and put his spermy dick in my mouth again. It tasted aweful but I licked it all off anyway. And then he kissed me crazily for the next few minutes. The rain stopped a bit and we went into his car and I put on my dress. He said I saved him and he would like to meet me soon again. I said I'm not a sex worker and I totally did it cause I hadn't had sex for more than 3 years but maybe I'd flash for him if we meet again. He smiled and stuffed a bit more money and then drove away. I went back home with a good fortune. Bought mom some chocolate. And nobody knows where the money came from. Not sure if i'll ever fuck a stranger again but that day, I can't really regret it.